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Synthesis of Zwitterionic Water‐Soluble Oligofluorenes with Good Light‐Harvesting Ability
Authors:Chengfen Xing  Libing Liu  Zhiqiang Shi  Yuliang Li  Shu Wang
Affiliation:1. Beijing National Laboratory for Molecular Science, Key Laboratory of Organic Solids Institute of Chemistry, Chinese Academy of Sciences Beijing, 100190 (P.R. China);2. Department of Chemistry, Shandong Normal University Jinan 250014, Shandong Province (P.R. China)
Abstract:A new water‐soluble zwitterionic oligofluorene bearing carboxylic acid and quaternary ammonium as pendant groups (OF‐1) is synthesized and characterized. It forms aggregates by intermolecular electrostatic interactions and exhibits similar light‐harvesting ability as that of conjugated polymers. Efficient fluorescence resonance energy transfer (FRET) occurs from OF‐1 to double‐stranded DNA tagged with fluorescein (dsDNA‐F1). A photoresponsive oligofluorene (OF‐3) is also synthesized by protecting OF‐1 with 1‐(2‐nitrophenyl)ethanol. Photolysis of OF‐3 can produce OF‐1 to result in a fluorescence “turn‐on” response, thus the FRET from OF‐3 to dsDNA‐Fl can be turned on by light irradiation. OF‐3 offers the potential for remote DNA sensing.
Keywords:DNA sensing  FRET  light‐harvesting  zwitterionic oligofluorene
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